Category: 89-40-7

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 89-40-7, name is 5-Nitroisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Nitroisoindoline-1,3-dione

4-Nitrophthalimide (LOOGR) was taken into a beaker and dissolved using 300ML of dimethylformamide and 400ML of methanol. The solution was transferred into a 1L hydrogenation kettle and 20gr of wet Raney nickel catalyst was charged into the kettle. Hydrogenation was carried out initially at 20-40psi and 25-30C until the exothermic nature was over. Hydrogenation was further continued at 40-60psi pressure and 40-50C. After checking the completion of reaction by TLC, catalyst was removed by filtration and the solvents distilled off from the reaction mixture at 50-60C. The residue thus obtained was suspended in water (500ML) and filtered off to get a bright yellow crystalline compound of 4-aminophthalimide (78gr, 92.5%). Melting point: 294-5C.

According to the analysis of related databases, 89-40-7, the application of this compound in the production field has become more and more popular.

Reference of 89-40-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89-40-7, name is 5-Nitroisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: N-Methylation of phthalimide derivative M11 was obtained by nucleophilic displacement of iodide from alkyl iodide by deprotonated phthalimide. A mixture of appropriate phthalimide, iodoalkane, and potassium carbonate in DMF was stirred for 6-10 h at 70-110 C. After completion, the mixture was poured into an ice/water mixture. The aqueous phase was extracted with dichloromethane. The combined organic phase was washed with 0.1 HCl, brine and was dried over anhydrous sodium sulfate. The desired N-alkylated product was isolated using flash column chromatography.

The synthetic route of 5-Nitroisoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference of 89-40-7,Some common heterocyclic compound, 89-40-7, name is 5-Nitroisoindoline-1,3-dione, molecular formula is C8H4N2O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

The synthesis of bromoacetal 6 from phthalimide (7) is shown in FIG. 11. Based on reactions described in the literature, these transformations were carried out on large scale, and some steps were improved. Nitration of 200 g of phthalimide (7) gives 146 g of 5-nitrophthalimide (8). Reduction of 8 by catalytic hydrogenation, according to the literature procedure, is a bottleneck in the synthesis because of the large volume of solvent needed. With a 2 L Parr hydrogenator pressure vessel, 30 g of 8 is converted to 25 g of amine 9. The next step is also a reduction; aminophthalide 10 is obtained quantitatively from 9 by copper-catalyzed reaction with zinc in aqueous base. Steps b and c could be combined by treating 8 with zinc dust and copper(II) sulfate in 2 M aq. sodium hydroxide. This variation, which is not shown in FIG. 11, removes the bottleneck, potentially allowing 100 g of 10 to be prepared in one step from 146 g of 9. The reaction conditions for the steps shown in FIG. 11 are as follows: a) HNO3, H2SO4, 0 C., 56% ; b) 5% Pd/C, H2, EtOAc, 97% ; c) Zn, CuSO4, 6 M NaOH, 5 C. then heated at 70-80 C. 16 h, 100% ; d) NaNO2, 4 M HBr, followed by CuBr at 0 C.; e) DIBAL, toluene, -42 C.; f) BF3 OEt2, MeOH, RT.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Nitroisoindoline-1,3-dione, its application will become more common.

Reference:
Patent; Bell, Thomas W.; Cline, Joseph I.; Cremo, Christine R.; Gillett, Stephen L.; Frederick, John H.; US2011/77394; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 89-40-7, name is 5-Nitroisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Computed Properties of C8H4N2O4

General procedure: The hydrogenation of nitroarenes was carried out in a Teflon-lined stainless steel autoclave equipped with a pressure gauge anda magnetic stirrer. Typically, a mixture of 0.5 mmol nitroarene, 15mol% Co/C-N-X catalyst, 100 L n-hexadecane and 2 mL solventwas introduced into the reactor at room temperature. Air in theautoclave was purged several times with H2. Then, the reactionbegan by starting the agitation (600 r/min) when hydrogen was reg-ulated to 1 MPa after the reaction temperature was reached. Afterreaction, the solid was isolated from the solution by centrifuga-tion. The products in the solution were quantified and identifiedby GC-MS analysis (Shimadzu GCMS-QP5050A equipped with a0.25 mm ¡Á 30 m DB-WAX capillary column).1H NMR and13C NMRdata were obtained on Bruker Avance III 400 spectrometer usingCDCl3or DMSO-d6 as solvent and tetrmethylsilane (TMS) as aninternal standard. The pure product in the scale-up experimentwas obtained by flash column chromatography (petroleum ether and ethyl acetate).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Wang, Xi; Li, Yingwei; Journal of Molecular Catalysis A: Chemical; vol. 420; (2016); p. 56 – 65;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

89-40-7, The chemical industry reduces the impact on the environment during synthesis 89-40-7, name is 5-Nitroisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Stannous chloride (0.364 mol) was dissolved in 82.0 ml of concentrated hydrochloric acid at 0 C and the intermediate compound 2 (0.104 mol) add slowly, and slowly warm to 55 C. after stirring for 3 hours, and cool to 0 C, add sodium hydroxide (0.832 mol) control solution temperature does not exceed 12 C, precipitation of yellow solid, filter, filter cake washed with warm water 3 times, dry, intermediate compound 3, yellow solid, yield 94 %

The chemical industry reduces the impact on the environment during synthesis 89-40-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong University; Zhao Guisen; Liu Yang; Geng Jingkun; Li Yijing; (15 pag.)CN104447496; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem